Deals on vacations and trips to Ashland

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Ashland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Save 100% on your flight
Price was $625, price is now $414 per person
$414
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was $1,355, price is now $904 per person
$904
per person
May 15 - May 18
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,806, price is now $1,262 per person
$1,262
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,312, price is now $920 per person
$920
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Omni Parker House

Omni Parker House

4.5 out of 5
Downtown Boston
Save 100% on your flight
Price was $765, price is now $546 per person
$546
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, express check-out, and a computer station are also on offer.

Top Ashland hotels deals

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street Boston MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $135 total per night
$135 total
Mar 8 - Mar 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A coffee shop, a communal living room, and express check-in are also on offer.
Free WiFi
Restaurant
Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

4 out of 5
39 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $218 total per night
$218 total
Mar 8 - Mar 9
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
61 Exeter Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $204 total per night
$204 total
Mar 1 - Mar 2
Total with taxes and fees
This luxury hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate kid-friendly dining and in-room childcare. WiFi in public areas is free.
Pet friendly
Free WiFi
Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

4 out of 5
47 Huntington Ave Boston MA
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $121 total per night
$121 total
Mar 8 - Mar 9
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, express check-out, and luggage storage are also offered.
Free WiFi
Restaurant
Midtown Hotel

Midtown Hotel

2 out of 5
220 Huntington Avenue Boston MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $135 total per night
$135 total
Mar 8 - Mar 9
Total with taxes and fees
A gym is featured at this hotel, along with self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. There's a fireplace in the lobby and multilingual staff can provide around-the-clock assistance.
Breakfast included
Pet friendly
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $161 total per night
$161 total
Mar 8 - Mar 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Ashland State Park

You can take time to visit Ashland State Park during your travels to Ashland. While you're in the area, wander around the parks.

Ashland State Park

Frequently asked questions

How much are vacation packages to Ashland?
Your travel fantasies can all come true in Ashland for as low as $414. Our affordable package deals include flights and hotels, so you'll find booking is nice and easy. All you'll have to focus on is having a good time.
How long should my Ashland vacation be?
Most travelers spend roughly 2 nights in Ashland, but how long you stay is totally up to you. If you're hoping to explore all the exciting things this destination has to offer, why not hang around for a couple of extra nights?
Where can I get the best vacation package deals for Ashland?
It's hard to top Travelocity when it comes to piecing together your Ashland package deal. There are at least 400 air carriers and 1,000,000 properties around the world to choose from. Plan your escape now and get ready to cross another destination off your must-see list.
Why should I purchase my Ashland vacation package with Travelocity?
Because life is one big journey, and we offer all you need to get you on your way. With our high-quality service and Price Match Guarantee, you can book with confidence. What's more, you can rest easy while you're on the road knowing we're always available to chat via our 24/7 customer support.
Can I save money on my Ashland car rental if I bundle it with hotels and flights?
You certainly can — bundle your hotel, flight and car into an Ashland vacation package and you'll save a tidy sum. With so much to see and do in and around Ashland, having your own ride will make exploring easy. Once you've settled into the driver's seat, turn up the stereo and head to Plymouth Rock, an unmissable attraction approximately 45 mi from Ashland.
Which airport is best for Ashland?
Logan Intl. Airport (BOS) is one of the most popular airports in Ashland. It's around 25 mi east of the bustling downtown area. Your other options are T.F. Green Airport (PVD) (35 mi away from central Ashland) and Manchester-Boston Regional Airport (MHT) (45 mi away from central Ashland).
What is there to do in Ashland?
Ashland State Park should be on your travel schedule. After you've crossed off this famous attraction, amble through the streets of Ashland and discover what makes this exciting place tick.
Where should I stay when visiting Ashland?
Many people check in to the Warren Conference Center and Inn. It's a terrific base for your Ashland getaway.

Photos of local treasures

Browse Ashland vacation photos for more inspiration

Ashland Reservoir aerial view with fall foliage in Ashland State Park in town of Ashland, Massachusetts MA, USA.
Ashland Reservoir aerial view with fall foliage in Ashland State Park in town of Ashland, Massachusetts MA, USA.
Ashland town center aerial view including Federated Church and Town Hall in Ashland, Massachusetts, USA.
Ashland town center aerial view including Federated Church and Town Hall in Ashland, Massachusetts, USA.
Perfect spot to bbq in the summer with a lake for quick dips nearby