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.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $683, price is now $456 per person
$456
per person
Dec 1 - Dec 3
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,555, price is now $885 per person
$885
per person
Nov 26 - Nov 29
found 1 hour ago
Roundtrip flight included
Baltimore (BWI) 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.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $1,960, price is now $1,353 per person
$1,353
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,106, price is now $1,509 per person
$1,509
per person
Dec 29 - Jan 2
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the sauna and perks like free WiFi.
The Verb Hotel

The Verb Hotel

3.5 out of 5
Fenway–Kenmore
Price was $1,434, price is now $1,073 per person
$1,073
per person
Dec 31 - Jan 7
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Valet parking, a terrace, and a picnic area are also offered.

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
$134 nightly
The price is $156 total per night
$156 total
Nov 23 - Nov 24
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
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $176 total per night
$176 total
Nov 8 - Nov 9
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
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

3 out of 5
220 Huntington Avenue Boston MA
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $163 total per night
$163 total
Nov 23 - Nov 24
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
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road Bedford MA
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $81 total per night
$81 total
Nov 2 - Nov 3
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, express check-in, and express check-out are also on offer.
Breakfast included
Free WiFi
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
$160 nightly
The price is $186 total per night
$186 total
Nov 15 - Nov 16
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
Copley House

Copley House

3 out of 5
239 W Newton St Boston MA
$266 nightly
The price is $305 total per night
$305 total
Oct 30 - Oct 31
Total with taxes and fees
This guesthouse features free WiFi in public areas, laundry facilities, and self parking. A computer station and luggage storage are also provided.
Free WiFi
Air conditioning
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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.

Stay near popular Ashland attractions

Ashland State Park

7.0/10 (2 reviews)
You can take time to visit Ashland State Park during your travels to Ashland. While you're in the area, wander around the parks.
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Frequently asked questions

How much are vacation packages to Ashland?
Your travel fantasies can all come true in Ashland for as low as $456. 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

A river winding through a forest with autumn foliage.
A town with a prominent church, a train station, and a mix of commercial and residential buildings.
An aerial view of a town with a mix of residential and commercial buildings, a railway track, and a green park area.
A calm lake with a wooden fence and trees on the left, and a clear sky with clouds.