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.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was $855, price is now $599 per person
$599
per person
Apr 5 - Apr 9
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage are also on offer.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,386, price is now $630 per person
$630
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,628, price is now $1,027 per person
$1,027
per person
Mar 7 - Mar 13
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,083, price is now $735 per person
$735
per person
Feb 27 - Mar 1
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $962, price is now $669 per person
$669
per person
Apr 5 - Apr 9
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Top Ashland hotels deals

Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $173 total per night
$173 total
Jan 19 - Jan 20
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 business center and free WiFi in public areas. Self parking, express check-in, and express check-out are also offered.
Free WiFi
Restaurant
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
10 Huntington Ave Boston MA
Free Cancellation
Reserve now, pay when you stay
$218 nightly
The price is $254 total per night
$254 total
Feb 13 - Feb 14
Total with taxes and fees
This smoke-free hotel features 4 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.
Pet friendly
Free WiFi
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
Jan 18 - Jan 19
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
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
$101 nightly
The price is $118 total per night
$118 total
Jan 25 - Jan 26
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
The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $149 total per night
$149 total
Jan 23 - Jan 24
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.
Breakfast included
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
$75 nightly
The price is $87 total per night
$87 total
Feb 1 - Feb 2
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
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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 $599. 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

Photo by Swetha Srinivasan
Photo by Swetha Srinivasan